Patent GB-848960-A (GB)
Title: Improvements in epoxide resins
IPC: C08G59/42
Filed: 1957-05-06
Abstract: An insoluble, infusible resin is made by reacting a glycidyl polyether containing more than one epoxide group per molecule and having a relative molecular weight per epoxide below 1,000, a polybasic acid anhydride and a dihydric alcohol having a molecular weight of less than 600, in a ratio of two expoxide equivalents of glycidyl polyether to one to two equivalents of anhydride to 0,01 to 0,7 mole of dihydric alcohol.  Specified glycidyl polyethers are made by reacting epichlorohydrin or glycerol dichlorhydrin with polyhydric phenols or alcohols.  Specified polybasic acid anhydrides are succinic, adipic, maleic, tricarballylic, phthalic, pyromellitic, glutaric, sebacic, isosuccinic, tetrahydrophthalic, naphthalene dicarboxylic, diglycollic, hemimellitic, trimellitic, endo-cis-bicyclo - (2,2,1) - 5 - heptene - 2,3 - dicarboxylic ("Nadic") and 1,4,5,6,6,7-hexachlorobicyclo (2,2,1)-5-heptene-2,3-dicarboxylic ("Chlorendic") anhydride. Specified dihydric alcohols include 2-ethyl hexanediol-1,3, ethylene glycol, 2-ethylhexanediol, propylene glycol, trimethylene glycol, diethylene glycol, triethylene glycol, dipropylene glycol, 1,5-pentanediol, decamethylene glycol, dihydroxyethyl, dihydroxypropyl and dihydroxybutyl ethers of dihydric phenols, 2,2-bis-(p-2hydroxy, 1-propoxy-phenyl) propane, 2,2-bis(p-2-hydroxy, 1-methyl-propoxyphenyl) propane, polyethylene glycols and monoglycerides.  The Specification describes the preparation of glycidyl polyethers from epichlorohydrin and [A] 2,2-bis (4-hydroxyphenyl) propane, [B] resorcinol, [C] p,p1-dihydroxydiphenyl, [D] bisphenol and [E] glycerol.  In the Examples:-(1) glycidyl polyether A is cured by reaction with phthalic anhydride and 2,2-bis(p-2-hydroxy, 1-propoxyphenyl) propane, (2) glycidyl polyether C is cured as in (1), (3) glycidyl polyether B is cured as in (1), (4) glycidyl polyether D is cured by reaction with pyromellitic anhydride and the di-2hydroxypropyl ether of bisphenol, (5) glycidyl polyether D is cured by reaction with phthalic anhydride and triethylene glycol, (6) glycidyl polyether D is cured by reaction with phthalic anhydride and 2,2-bis (p-2 hydroxy, 1-methyl, 1-propoxy phenyl) propane in the presence of dimethylaminomethyl phenol as catalyst, (7) glycidyl polyether E is cured by reaction with phthalic anhydride and the di-2-hydroxypropyl ether of bisphenol, (8) glycidyl polyether B is cured by reaction with phthalic anhydride and dipropylene glycol in the presence of dimethylaminomethyl phenol, (9) glycidxl polyether D is cured by reaction with phthalic anhydride and triethylene glycol, (10) glycidyl polyether C is cured by reaction with phthalic anhydride and diethylene glycol in the presence of dimethylaminomethyl phenol, (11) and (12) glycidyl polyether C is cured by reaction with phthalic anhydride and a polyoxyethylene glycol in the presence of dimethylaminomethyl phenol, (13) glycidyl polyether D is cured by reaction with pyromellitic anhydride and 2,2-bis (p-hydroxy, 1-propoxyphenyl) propane and (14) glycidyl polyether D is cured by reaction with "Chlorendic" anhydride and 2,2-bis (p-2 hydroxy, 1propoxy-phenyl) propane.ALSO:2, 2-bis(p-2-hydroxy, 1-methyl, 1-propoxyphenyl) propane is made by reacting bis-phenol and 2-butene oxide in the presence of toluene, and benzyltrimethyl ammonium hydroxide, the product being separated by extraction and distillation of solvent.